4.7 Article

Face to face activation of a phenylselenium borane with α,β-unsaturated carbonyl substrates: facile synthesis of C-Se bonds

Journal

CHEMICAL COMMUNICATIONS
Volume 50, Issue 61, Pages 8420-8423

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4cc02098g

Keywords

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Funding

  1. Spanish Ministerio de Economia y Competitividad [MINECO-CTQ2010-16226, CTQ2011-29054-C02-02]
  2. Genera Etat de Catalunya [2009SGR-00259]
  3. ICIQ Foundation
  4. Natural Sciences and Engineering Research Council of Canada
  5. Mount Allison University
  6. URV-ICIQ

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Activated olefins directly react with a phenylselenium borane, at room temperature, without any metal or organocatalytic assistance. Up to 10 examples of beta-(phenylseleno) substituted ketones and aldehydes have been prepared and theoretical evidence for the mechanism opens up non-existing pathways to create C-heteroatom bonds as a general tool

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